Dog Sitting in Holliston

Book a Holliston dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Holliston dog sitters

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Kira N.
Verified Enhanced Background Check
Kira N.
$23
total per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
1 year of experience
Milford, MA, 01757

Thank you again! Great caretaker for our doggo!

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Noah B.
Sitter Profile Image: Christine L.
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Christine L.
$32
total per visit
1 repeat client
10 years of experience
Medway, MA, 02053

About: I have had pets my entire life. Dogs, cats, birds, fish, rabbits…I love animals of all kinds. My mom became paralyzed and I walked and took care of her 2 senior dogs for about 8 years until they passed. I gave them oral medication, cooked their food, walked and groomed them. Then she adopted a puppy and I took care of him as well as trained him. I currently have 2 french bulldogs of my own. One is a hyper little puppy and the other is a calmer 5 year old. I love caring for pets whether they are my own or someone else’s. I currently work part time in home care until 2pm 4 days a week. I am available most afternoons. My schedule changes if a client is in the hospital and does not need care those days which gives me the flexibility to pick up more last minute walks or check ins. I have children so I cannot work all weekend but i can be flexible and am open to them. I am open to walking your dogs in your neighborhood or wherever you prefer. I am also open to check ins and feeding dogs or cats. I will do my best to keep your routine with them if that is what you prefer. I would like to know a little bit about them beforehand and any preferences or habits they have.

Sitter Profile Image: Amruta K.
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Amruta K.
$23
total per visit
5.0 out of 5 stars
1 review
20 years of experience
Framingham, MA, 01702

About: I have been a Retriever mom (Golden & Labrador) all my life. I love them with all my heart, but I also understand they need discipline. I will make sure they will be well cared for. I work from home with flexible timings. I would have to make sure the dogs are ok with children(we have a 4-year-old) and our golden. We have a pretty big yard and live a block away from a park. I can take them for longer walks if needed. We usually do walks no matter the weather!

Sitter Profile Image: Sarah B.
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Sarah B.
Star Sitter
$39
total per visit
5.0 out of 5 stars
17 reviews
3 repeat clients
12 years of experience
Framingham, MA, 01702

This was my first use of Rover and it was wonderful! My cat was well cared-for and a lot of communication. Will definitely use again. Thank you!

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Iris K.
Sitter Profile Image: Ana R.
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Ana R.
Star Sitter
$32
total per visit
5.0 out of 5 stars
17 reviews
5 repeat clients
4 years of experience
Framingham, MA, 01702

Ana is the absolute best!! She is truly phenomenal with our high energy, large dog. She is extremely loving with our pup and she treats him like her own. She is also reliable, trustworthy, and punctual. It’s great to know that our dog is in such capable and loving hands while we are away! I cannot recommend Ana highly enough.

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Julia B.
Sitter Profile Image: Carolyn F.
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Carolyn F.
Star Sitter
$42
total per visit
4.9 out of 5 stars
87 reviews
31 repeat clients
40 years of experience
Sherborn, MA, 01770

Carolyn was extremely reliable and communicated well with us throughout her service. You can tell that she loves what she does and spent a little extra time during her visits with our pup. Would certainly use her again!

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Keven K.
Sitter Profile Image: Lucy L.
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Lucy L.
Star Sitter
$23
total per visit
5.0 out of 5 stars
374 reviews
137 repeat clients
10 years of experience
Framingham, MA, 01701

Lucy gave incredible care to my pets and the updates, videos, and photos she provided assured me that my pets were in the best of care. She’s the best!

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Kristhal P.
Sitter Profile Image: Emily G.
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Emily G.
$32
total per visit
5.0 out of 5 stars
32 reviews
10 repeat clients
15 years of experience
Norfolk, MA, 02056

Thank you Emily for taking such good care of Quinnie. Happy we have found a friendly and reliable sitter Hope Quinnie. Will book again when we travel

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Barbara S.
Sitter Profile Image: Kate S.
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Kate S.
$25
total per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
35 years of experience
Medway, MA, 02053

Our two kitties have the best time with Kate! She is always on board with anything we request when it comes to caring for our girls and is very communicative. Highly recommend her!

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Madelyn H.
Sitter Profile Image: Kaylee K.
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Kaylee K.
$19
total per visit
10 years of experience
Ashland, MA, 01721

About: Not only do I have a dog of my own, but I also have dog sat multiple dogs including those of family and friends. Able to provide dog with love when their family is unavailable and very calm in high-stress situations. Currently, I’m in between jobs as a registered nurse. Trying to fill my time with something I love, so I’m very flexible with my schedule! I think dogs are more comfortable at their own house, that’s why I’m offering dog sitting at their homes. I will care for them like I’m a part of their family and provide them with enough love until you get home!

Sitter Profile Image: Nina O.
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Nina O.
$23
total per visit
1 repeat client
10 years of experience
Holliston, MA, 01746

About: I’ve been taking care of dogs and watching over them for 10 years. I have a dog of my own and I also have cared for other dogs. I used to work at doggy daycare and boarding place where my job was to love and care for the dogs when they were away from their homes. I made sure that every dog was comfortable in the space and with the dogs around them. I learned to read their body language more and understand them better. My passion for animals has grown even more with the experiences I have. I’m currently on summer break from college and was looking for a part-time activity where it fits into my open schedule besides my other job that I have. I would give the same love and attention to their dogs as I would give my own dog in my own home. Any instructions given, I would make sure that I follow them exactly and follow the schedule the owner makes. I always prioritize the pets safety and know what protocols to follow if anything were to happen. I would immediately contact the owner if needed. I would keep the owner updated by sending pictures and videos of what their pet is doing, as well as I will be playing with the dog to ensure it feels comfortable with being away from their owner and with a new person!

Sitter Profile Image: Katherine D.
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Katherine D.
$28
total per visit
10 years of experience
Natick, MA, 01760

About: Hello! I am new to rover, i am offering dog walks, and sitting for all pets. I have experience pet sitting/walking both for myself and for a successful daycare company based out of Natick. I’ve cared for family, friends and neighbors pets since I was little. I have experience caring for all kinds of pets. I am a firefighter looking to spend my days off with your pets! I love the outdoors so hikes with the pups are my favorite I am a firefighter looking to spend my days off with your pets! My current schedule allows me to work a 40 hour week in two days then I have 5 days off to work in pet care! I can service pet parents within 30min of the Bourne area, I live in Buzzards Bay Our animals are family so pet parents rules are always a priority. I have a strict routine with my pets so I will respect yours!

Sitter Profile Image: Kerry S.
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Kerry S.
$20
total per visit
15 years of experience
Milford, MA, 01757

About: I have had dogs most of my life. I have adopted my dogs through shelters and understand the need for patience, care and going with the dogs flow! My neighbors utilize these skills to dog sit and walk throughout the years. I am currently working full time, but come the summer I will have availability all day! I will be able to do early morning drop ins or afternoons and weekends until mid June. Your pets safety and care is my number one priority. If you prefer more communication during the visit, I will always accommodate that. You are trusting me with your family, so I will treat them as my own family as well.

Sitter Profile Image: Lily R.
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Lily R.
$25
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
22 years of experience
Milford, MA, 01757

Great sitter! Lily was very sweet and accommodating. We were very relieved to have her during out trip. Highly recommend!

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Nina S.
Sitter Profile Image: Haylie V.
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Haylie V.
$28
total per visit
5.0 out of 5 stars
20 reviews
6 repeat clients
10 years of experience
Medway, MA, 02053

Haylie was communicative and went above and beyond during the drop in visits.

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Gina A.
Sitter Profile Image: Adreine L.
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Adreine L.
$28
total per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
35 years of experience
Franklin, MA, 02038

About: At Adreine's Pet Sitting, I understand that your furry friends deserve the best care when you're busy or away. I offer professional dog Daycare, trusted house sitting and drop-in services to keep your pets happy and safe. With personalized attention and a focus on well-being, I will ensure your pet enjoys their time outside while maintaining the comfort of home. Whether you need a daily care or extended care during vacations, I got you covered. Let me take care of your pets as if they were my own! 🐕🐾🐾 I am currently taking new clients for Pet sitting and dog care. I offer in home overnight care as well as drop-in during the day. I am available to come to your home or mine. I will also stay with your fur baby if you need overnight care as well.

Sitter Profile Image: Peggy M.
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Peggy M.
$28
total per visit
5.0 out of 5 stars
35 reviews
9 repeat clients
30 years of experience
Bellingham, MA, 02019

Needed someone to play ball with my dogs while I was out of town and my wife was home recovering from surgery. Peggy was accommodating and reliable. She helped tire out the pups so my wife could continue to heal. Would definitely use again!

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Julie G.
Sitter Profile Image: Rebecca N.
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Rebecca N.
$34
total per visit
5.0 out of 5 stars
23 reviews
5 repeat clients
15 years of experience
Ashland, MA, 01721

About: Hey There! I'm Becky. I'm a mother, small business owner, and life-long dog lover. For my entire life I've always had dogs, but a few years my sweet dog crossed the rainbow bridge to doggy heaven. When that happened, my children started asking for a new dog, but I wasn’t quite ready. As an alternative we started helping others with theirs. It’s become an incredible journey for our family, and brings us so much joy! We’re happy to have dogs here for boarding. I only take ONE dog at a time, unless there are multiple dogs coming from the same home that already live together. I have two children (11 & 15) who both love dogs as well. However, my son is nervous around bigger dogs and certain breeds. For this reason, a trial visit is required. Dog sitting has brought an unexpected amount of happiness into our home and family. We get very excited with each new furry friend that we get to love while you’re away. ​ I have a fenced yard and a cozy home. I allowed my dog on the furniture when I had him. I don’t have a crate. Whatever rules apply in your house are what we try to do here. Dogs can run free in my fenced yard or walk on a leash around my neighborhood and in the nearby nature trails. I run a small part-time preschool enrichment program out of my basement, in a separate area where dogs would not have access. During work hours I am generally able let dogs out as needed in a separate fenced area. ​ If you are interested in having your dog stay with us, please feel free to contact me. We would love to provide a safe, happy home away from home for your beloved pet while you're away. Your pet will be treated as if they were our pet. We try our best to make our routines look like yours, creating a safe, happy home away from home. I live in a cute neighborhood abutting conservation land. It is beautiful! We use an organic pest company to keep ticks out of our yard and I keep my home tidy.

Sitter Profile Image: Cate N.
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Cate N.
$20
total per visit
5.0 out of 5 stars
52 reviews
11 repeat clients
15 years of experience
Bellingham, MA, 02019

Cate was wonderful taking care of our cat while we were on a quick vacation. Very consistent with schedule and sent us lots of pictures while we were away. Our cat was quickly comfortable and snuggled up with her. Thanks for the great care!

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Caitlin B.
Sitter Profile Image: Salina B.
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Salina B.
$24
total per visit
5.0 out of 5 stars
63 reviews
18 repeat clients
36 years of experience
Ashland, MA, 01721

I highly recommend Salina as a pet sitter! She has visited our kitty boys during 2 separate vacations and was excellent at communication, taking photos, and even looking out for us (she closed our slightly ajar freezer during her visit!). Thanks, Salina!!!

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Mary M.
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Holliston dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Becki is awesome with Lucy! She can be super stubborn, but Becki is so patient and knows exactly how to handle her. Lucy loved her, and we always felt totally comfortable knowing she’s in great hands. Highly recommend!

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Abbie H.
Drop-In Visits
5.0 out of 5 stars

So thankful for Sarah! She was able to help me out last minute when my current walker had a conflict. She was communicative and met my pup beforehand on short notice. Highly recommend!

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Samantha W.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn't happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Dog Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Holliston dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.

Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Holliston.

Rover makes it easy to find Holliston dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.